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Gay Key West

Known world over for its Hot Men and Boys
The Men of Bourbon

Every night 10pm atop the bar at Bourbon St. Pub, 724 Duval. The hottest men and boys come from all over the world to perform. Many come to the island for a vacation and while here make extra money! Private lap dances available, for up close/ personal moments. Occasional porn stars' special shows. Pool and clothing-optional sun decks + play areas. Suspended during Covid-19 emergency.

bourbonstpub.com
The Garden Bar is Open to All!
Girl's Night Out + Bourbon Tea

Every Tuesday at midnight. Bria sings live 8-10pm. Men of Bourbon at 10pm. Drinks specials from 8pm. Every Friday Night 5-8pm Bourbon Tea w/ Tea Dance Anthems by DJ Rude Girl. Events suspended during Covid-19 emergency. See updates at:

www.bourbonstreetpub.com
The Waterfront Playhouse season continues……. With a twist!
All About Eve

June 13, 2020, 8pm. A live radio treatment. Free to the public, but donations can be made here.

www.waterfrontplayhouse.org/news/news-update
...Top LGBT Must-Dos -The Huffington Post
Bone Island Bare It All Weekends

July 8-12, 2020. Hundreds of gay naturists get naked at clothing-optional gay guesthouses: Island House, La-Te-Da, New Orleans House, Equator Resort. Dance/ pool parties; Party In The Flesh; Naked Ocean Commotion; Mr Naked Key West; Masked Ball; Black Ball Leather Party; Sunset Sail and SUP; Happy Ending parties, beer busts, boat adventures. Next dates: Dec 3rd-6th.

www.nakedkeywest.com
4 days of events for men
Tropical Heat Key West 2020

August 12-16, 2020. Key West's hottest annual event for men: 4 days, all-male adult-oriented theme parties, entertainment, games, cruises, tours, aquatic activities, bar socials, pool parties, Toga Party, fetish party, naked events, drag shows, male strippers, karaoke, Tea-Dance/ after party, and men from around the globe. See their website for schedule + more information.

gaykeywestfl.com/tropical-heat
For over thirty years
Womenfest 2020

September 2-6, 2020. At Silver Palms Inn, Speakeasy Inn, Alexander's Guesthouse and other establishments. Annual events, the southernmost party for lesbians and friends. Raucous clothing-optional pool parties, dance club night celebrating all things female, women-only water excursions, parties, socials, shows and comedy from some of brightest funny women in the industry.

gaykeywestfl.com/womenfest
Halloween is now the busiest day of the year in Key West
Fantasy Fest 2020

October 16-25, 2020 Annual 10-day adult-theme party; wild extravaganza of parades + fun-loving costumed revelers from around the globe. Each October Fantasy Fest adopts a theme to help inspire costumes and parade floats. Clothing-optional parties; Coronation Ball, festivals, burlesque shows, Tighty Whitey Party, pig roast, and more. Gayest events: HEADDRESS BALL + Bourbon St Pub events.

www.fantasyfest.com
THE PREMIER GAY EVENT OF FANTASYFEST IN KEY WEST
38th Annual HEADDRESS BALL

October 22, 2020. Key West Business Guild’s annual fundraising extravaganza, waterside at the Truman Waterfront, at the end of Southard Street. The famous elaborate headdress competition with over the top entertainment, Fantasy Fest’s premier gay and lesbian event, held rain or shine. Past year MC Tom Luna w/ Randy Roberts, Christopher Peterson, Rocky Horror cast.

gaykeywestfl.com/headdress-ball
The bears and their admirers return sunny Key West!
Key West Bear Weekend 2020

October 28 - November 1, 2020. THU 2-7pm Wristband collection at Island House. FRI: 12-5pm Bear Soup Pool Party; 5pm Greet the Meat Happy Hour at Island House; 9pm Beers+Bears Welcome Pool Party at Bourbon Street Pub. FRI 12-5pm Bear Soup Pool Party + 3-6pm VIP cocktail party; 9pm Mr Key West Bear Contest Party at Bourbon Street. SAT 1pm Fuzzy Flamingo Pool Party + 9pm Monster Bear Ball.

www.keywestbearweekend.com
The Key West Business Guild proudly presents
Key West PRIDE Follies - New Date

November 7, 2020, 7-10pm. Annual variety show presenting local Key West Artists in the professional and friendly environment of the Key West Theater. Featuring the best (and sometimes the worst) of the local performing arts community. Emceed and directed by Rick Dery.

www.facebook.com/pg/KeyWestEvents/events
Parade + Festival in Paradise
Key West Pridefest 2020 - New Dates

November 18-22, 2020. New dates. Festival of five days around town, pool and dance parties, street fair, sunset sails, comedy, film, drag shows, late night clothing-optional parties, bike tours. Saturday 10am Street Fair. SUN 5pm Parade on Duval Street.

gaykeywestfl.com/pride
Five-day celebration of film and filmmakers
Key West Film Festival

Late November, 2020, 5-day festival screens at Tropic Cinema, 416 Eaton St, and the San Carlos Institute, 516 Duval St. Showcasing films that exhibit excellence in storytelling and capture the essence of what Key West is all about.

kwfilmfest.com
On April 23, 1982, Key West Mayor Dennis Wardlow seceded from the Union
Conch Republic 39th Annual Independence Celebration

Mid-April, 2021. Activities range from wacky bed races to a lighthearted sea battle featuring tall ships, the Conch Republic's 36th Annual 10-day birthday party showcases the independent and eccentric spirit that characterizes Key West and the Florida Keys. The Conch Republic stated Foreign Policy: "The Mitigation of World Tension through the Exercise of Humor."

conchrepublic.com